ChemCatChem
ChemCatChem
4 years ago

Ligand-Assisted Heteroaryl C(sp2)−H Bond Activation by a Cationic Ruthenium(II) Complex for Alkenylation of Heteroarenes with Alkynes Directed by Biorelevant Heterocycles

Ligand-Assisted Heteroaryl C(sp2)−H Bond Activation by a Cationic Ruthenium(II) Complex for Alkenylation of Heteroarenes with Alkynes Directed by Biorelevant Heterocycles
Asit K. Chakraborti, Bhavin V. Pipaliya
Alkenylation of heteroarenes with alkynes has been achieved through ligand-assisted heteroaryl C(sp2)−H bond activation by an in situ generated cationic RuII complex directed by the biorelevant heterocyclic scaffolds benzothiazole and benzoxazole, giving broad scope with respect to the heteroarenes (thiophene, furan, N-methyl pyrrole, and 3-indole) and the alkynes (diaryl, dialkyl, and aryl alkyl) in high yields and with high stereo- and regioselectivities. (Hetero)cycling there: Heteroaryl C(sp2)−H bond activation has been catalyzed by an in situ generated cationic RuII complex for alkenylation of heteroarenes with alkynes directed by biorelevant benzazoles. The reaction has broad scope with respect to the heteroarene (e.g., thiophene, furan, N-methyl pyrrole, and 3-indole) and the alkyne (symmetrical and unsymmetrical diaryl, dialkyl, aryl alkyl alkynes), affording high yields and with excellent chemo-, regio-, and stereoselectivity.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/cctc.201701016

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